214. Robby Hoffman: It's a New Dawn

This week Mike and Robby Hoffman sit down for their first in-depth conversation like, as Robby puts it, two cats cautiously getting to know each other. Mike and Robby work out new jokes about vending machines and AI, share advice about marriage, and Robby begs Mike’s fans to stop sending him emails. Plus, Robby tells the stories of how she got cast in Hacks, and how her outspokenness at a writers guild meeting drew the attention of John Mulaney, who went on to direct Robby’s Netflix special Wake Up. Mike's tour dates: https://www.birbigs.com/tour-dates Text BIRBIGS to 917-444-7150 for updates Find Mike: Website: https://birbigs.com/ Instagram: https://instagram.com/birbigs/ Facebook: https://facebook.com/birbigfans TikTok: https://tiktok.com/@mikebirbiglia Find Robby: Website: https://www.robbyhoffman.com Instagram: https://www.instagram.com/robbyhoffman/ Hosted and Produced by Mike Birbiglia Producers: Peter Salomone, Joseph Birbiglia, Mabel Lewis, Gary Simons Sound Mixed by Ben Kruse Supervising Engineer: Kate Bilinski Video Consultant: Graham Willoughby Special Thanks: Marissa Hurwitz, Josh Upfal, David Raphael, Nina Cwik, J. Hope Stein, Oona Music: Jack Antonoff and Bleachers Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

(Recorded October 2025) The great Jenny Slate joins Mike this week for a wide-ranging conversation about getting hypnotized after being fired from SNL, a graduation speech Jenny gave to a class of one person, and making art to feel less lonely. Plus, jokes and stories about seeing your friends naked, improv classes for the elderly, and the time Jenny’s faked case of appendicitis went too far. Please consider donating to NPR Mike's tour dates: https://www.birbigs.com/tour-dates Text BIRBIGS to 917-444-7150 for updates Find Mike: Website: https://birbigs.com/ Instagram: https://instagram.com/birbigs/ Facebook: https://facebook.com/birbigfans TikTok: https://tiktok.com/@mikebirbiglia Find Jenny: Website: https://www.thejennyslate.com/ Instagram: https://www.instagram.com/jennyslate/ Hosted and Produced by Mike Birbiglia Producers: Peter Salomone, Joseph Birbiglia, Mabel Lewis, Gary Simons Video Consultant: Graham Willoughby Special Thanks: Marissa Hurwitz, Josh Upfal, David Raphael, Nina Cwik, J. Hope Stein, Oona Music: Jack Antonoff and Bleachers Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Ahead of the release of his new album “Everyone For Ten Minutes,” Jack returns to Working It Out. Mike and Jack break open why Jack has never listened to Mike’s podcast, what Jack wanted to say about marriage and loneliness on his new album, and what Bill Burr, Frank Langella, Jon Bernthal, Andy Milonakis, and the Indigo Girls have in common. Plus, Mike and Jack play guitar as they work out a new comedy song, “Remember Pizza.” Please consider donating to The Ally Coalition Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

This week, Pete joins the pod to talk about his new special “Silly Silly Fun Boy,” work out more jokes, and of course roast Mike a lot more. The two discuss the concept of comedy justice, the benefits of a YouTube special, and why there’s no music for rich people. Plus, against all odds, Pete manages to slip in a piece of shameless self-promotion so shameful he asks Mike to cut it out afterwards.  Please consider donating to GiveWell Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

British comedian Nish Kumar returns to the podcast to discuss the humbling nature of stand-up comedy, lessons learned from the Edinburgh Fringe Festival, and more. Nish explains the concept of his new tour, “Angry Humour From a Really Nice Guy,” and how he finds the comedy within his pessimistic views about humanity. Plus, Mike and Nish discuss different kinds of heckling, and why Nish’s voice caused an audience member’s Apple watch to call an ambulance. Please consider donating to Choose Love Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In the wake of the release of his new special “Ramy Youssef: In Love,” Mike welcomes Ramy Youssef back for his third appearance on the podcast. The two discuss why Ramy cannot reveal the price of his wedding nor the price he would pay to hear his dog talk for a day, what it’s like to write from the blank page, and what major celebrity might have stolen Ramy’s look. Plus, Mike has a few questions for Ramy about Martin Scorsese’s email address. Please Consider Donating To: War Child Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Since The Lonely Island’s Jorma Taccone was last on the podcast, he survived a nearly 20 foot fall from a ladder. Now Jorma tells the full ladder story and explains how the near death experience changed his life. Plus, Jorma talks about directing his new movie, Over Your Dead Body, starring Jason Segel and Samara Weaving, and how he explained to his wife that he was making a comedy about someone trying to kill their wife. Mike and Jorma discuss whether being nice has helped or hurt their careers, and Jorma explains why if he says something “sucks,” it means he really likes it. Please consider donating to the Berkeley Public Schools Fund Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

(Recorded May 2025) Nikki Glaser returns to the podcast for the first time since her acclaimed performances as the host of the Golden Globes and on the Roast of Tom Brady. Nikki breaks down her approach to the Golden Globes, explains her perspective on controversial comedy topics, and explores the possibility of a “vegan hour” of comedy. Plus, Nikki’s awkward encounter with Lana Del Ray. Please consider donating to Rescue the Birds Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Lin-Manuel Miranda called Mike up a few months ago to say he wanted Mike to meet comedian and author Kevin Fredericks. This week, Mike sits down with him for the first time and the two of them break open Kevin’s new solo show “Grief Sucks,” which Kevin wrote about his brother’s death. The two discuss how to make the darkest topics funny, how being a comic is mostly about failing and then doing it again anyway, and what to do when you accidentely cry on stage. Plus, some thoughts about the Oreos you eat on the way to eat Oreos. Please consider donating to Storm DeBarge's non-profit work (CashApp: $bijan1996) Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

The last time comedian Chris Fleming was on Working it Out, the episode was titled “He Should Be Way More Popular.” In the 2 years since then Mike’s wish has come true. Chris and Mike chat about the pros and cons of having a higher profile in comedy, including the protective steps needed to avoid legal action from Adam Driver over a bit. Mike also takes the chance to respond to the shots Chris takes at Mike in his new HBO special Live at the Palace, and Chris talks about getting glared at by Ryan Gosling. Plus, Mike and Chris work out lots of new jokes about drum circle friend groups, hotel smells, and dog DNA tests. Please consider donating to Planned Parenthood Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.